Meclofenamic acid (CED0006976)

Record Information
Version1.0
Creation Date2016-05-25 18:23:47 UTC
Update Date2026-08-19 04:20:07 UTC
Accession NumberCHEM022205
Identification
Common NameMeclofenamic acid
ClassSmall Molecule
Description
Meclofenamic acid is an organic compound with the formula C14H11Cl2NO2 and an average molecular weight of 296.15 g/mol. Meclofenamic acid belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This compound is found in or released from 12 recorded sources, including healthcare, pharmaceuticals & veterinary products such as topical products for joint and muscular pain and antiinflammatory and antirheumatic products. Other sources include food preservation within food, food processing & cookware; drinking water; household cleaning & consumer products including pipe accessories, perfumes within detergents and soaps, non electric simulated smoking devices, bleaching agents, and other smoking requisites; and electrical & electronic equipment such as antennas, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. The recorded exposure route for this substance is oral. Meclofenamic acid acts on five recorded protein targets, serving as an inhibitor or other of prostaglandin G/H synthase 1 (PTGS1), prostaglandin G/H synthase 2 (PTGS2), polyunsaturated fatty acid 5-lipoxygenase (ALOX5), and potassium voltage-gated channel subfamily KQT member 2 (KCNQ2), along with one other protein. Regarding health effects, it has a therapeutic effect on neuropathic pain (PMC7609673).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
Acide meclofenamiqueChEBI
Acido meclofenamicoChEBI
Acidum meclofenamicumChEBI
CI-583ChEBI
INF 4668ChEBI
N-(2,6-Dichloro-3-methylphenyl)anthranilic acidChEBI
N-(2,6-Dichloro-m-tolyl)anthranilic acidChEBI
N-(3-Methyl-2,6-dichlorophenyl)anthranilic acidChEBI
N-(2,6-Dichloro-3-methylphenyl)anthranilateGenerator
N-(2,6-Dichloro-m-tolyl)anthranilateGenerator
N-(3-Methyl-2,6-dichlorophenyl)anthranilateGenerator
MeclofenamateGenerator
Meclomen (free acid)HMDB
Meclophenamic acidHMDB
Meclofenamate sodiumHMDB
MeclomenHMDB
Sodium, meclofenamateHMDB
Meclofenamate, sodiumHMDB
Sodium meclofenamateHMDB
Acid, meclofenamicHMDB
Parke davis brand OF sodium meclofenamateHMDB
Anhydrous, meclofenamate sodiumHMDB
Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt, monohydrateHMDB
Meclofenamate sodium monohydrateHMDB
Meclofenamate sodium anhydrousHMDB
Chemical FormulaC14H11Cl2NO2
Average Molecular Mass296.149 g/mol
Monoisotopic Mass295.017 g/mol
CAS Registry Number644-62-2
IUPAC Name2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid
Traditional Namemeclofenamic acid
SMILESCC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1
InChI IdentifierInChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)
InChI KeySBDNJUWAMKYJOX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAminobenzoic acids
Alternative Parents
Substituents
  • Aminobenzoic acid
  • Benzoic acid
  • Benzoyl
  • 1,3-dichlorobenzene
  • Aniline or substituted anilines
  • Aminotoluene
  • Toluene
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Vinylogous amide
  • Amino acid
  • Amino acid or derivatives
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organohalogen compound
  • Organooxygen compound
  • Organic oxide
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organochloride
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0037 g/LALOGPS
logP5.11ALOGPS
logP6.09ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)3.79ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity76.45 m³·mol⁻¹ChemAxon
Polarizability28.44 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0f92-0190000000-ce5bf5fd48806b5fbdf3Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0kmj-5139000000-a73b6d1b9aebb773ea60Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-dc6d0aaa7ee199899830Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-0090000000-4f2a28033e59bab0257aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-b6abcaff657bfa67b599Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03fr-0690000000-eccbe792d08156c89c39Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0920000000-fdcf8eff9ac77cf86d5bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-77140947d50a131a9be6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-5d2a4942eea2a2d2f252Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-85032b374ac40bac481aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004l-0090000000-a2cbafbde1150bf5812eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-47d80abc4f95a2c5ef4cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-cfa40a800c6a52f6a264Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0290000000-2e34cb2892f6263b39faNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0563-0980000000-54fb4017b6a67acb639bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0910000000-26fefd3e49fc0ba3e36eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fb9-1900000000-448908b1e79c92a656d7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fb9-2900000000-71b13766bf05541800b4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03fr-0690000000-00efb213d800845550a8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0920000000-fdcf8eff9ac77cf86d5bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-85032b374ac40bac481aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-b0e43f312f633b82aa3aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0290000000-020ebe1aab68f2c9baa6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-5a5f93013a092c1f82b6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004l-0090000000-b5265da9914f06427f6bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0563-0980000000-adf56a9eaf6bea75c915Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-0090000000-9d7b928b1b0a9d4c383aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-cb57f1bca2b354c9edc4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-0090000000-bd65ec230e6ef1f113fbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0900000000-77140947d50a131a9be6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-499829b8629f7135db60Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ufr-0090000000-bce444b767c6cc91af25Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-3090000000-9eedeb81aec059f12e40Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udl-0090000000-de90eca3751b173b8e3aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-d3726ae14682e4737b66Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0w2c-1190000000-9bc69c7e4771495d751aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004j-0090000000-6c61d07cdb713a35a0adNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0090000000-eb1a408913a197bc15cdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-0290000000-1b9dffc5977606a2d5fcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-0090000000-f116d6eb1e8f8286d5fbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-b1aa565cf3d2e21b32a1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f89-4290000000-8eb1cd015af35f9359baNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
282.0Log mg/kg[160:500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
neuropathic painhas_therapeutic_effect_onNot AvailablePMC7609673
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
363Antiinflammatory and antirheumatic productsHealthcare, pharmaceuticals & veterinary productsNot Available
364Topical products for joint and muscular painHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
651Purses Money Bags WalletsTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Chloride intracellular channel protein 1 structureClick to view 3D structureChloride intracellular channel protein 1O00299HumansPredicted (SEA)0.0778492
Aldo-keto reductase family 1 member C3 structureClick to view 3D structureAldo-keto reductase family 1 member C3P42330HumansPredicted (SEA)0.389246
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)1.79053
Aldo-keto reductase family 1 member C2 structureClick to view 3D structureAldo-keto reductase family 1 member C2P52895HumansPredicted (SEA)0.311397
Chloride channel protein 2 structureClick to view 3D structureChloride channel protein 2P51788HumansPredicted (SEA)0.0778492
Transthyretin structureClick to view 3D structureTransthyretinP02766HumansPredicted (SEA)0.0778492
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)0.856341
Click to view 3D structureProstaglandin G/H synthase 1P05979Ovis ariesPredicted (SEA)1.55698
Aldo-keto reductase family 1 member B10 structureClick to view 3D structureAldo-keto reductase family 1 member B10O60218HumansPredicted (SEA)1.79053
Aldo-keto reductase family 1 member C1 structureClick to view 3D structureAldo-keto reductase family 1 member C1Q04828HumansPredicted (SEA)0.778492
Click to view 3D structureProstaglandin G/H synthase 2Q05769Mus musculusPredicted (SEA)2.80257
Mitogen-activated protein kinase 1 structureClick to view 3D structureMitogen-activated protein kinase 1P28482HumansPredicted (SEA)42.4278
Click to view 3D structureFatty acid-binding protein, liverP02692Rattus norvegicusPredicted (SEA)0.0778492
Nuclear receptor subfamily 4immunitygroup A member 1 structureClick to view 3D structureNuclear receptor subfamily 4immunitygroup A member 1P22736HumansPredicted (SEA)0.700643
Interleukin-8 structureClick to view 3D structureInterleukin-8P10145HumansPredicted (SEA)2.64687
Nicotinate phosphoribosyltransferase structureClick to view 3D structureNicotinate phosphoribosyltransferaseQ6XQN6HumansPredicted (SEA)0.389246
Mitogen-activated protein kinase 8 structureClick to view 3D structureMitogen-activated protein kinase 8P45983HumansPredicted (SEA)191.276
Aurora kinase A structureClick to view 3D structureAurora kinase AO14965HumansPredicted (SEA)298.318
Alpha-ketoglutarate-dependent dioxygenase FTO structureClick to view 3D structureAlpha-ketoglutarate-dependent dioxygenase FTOQ9C0B1HumansPredicted (SEA)5.60514
Aurora kinase B structureClick to view 3D structureAurora kinase BQ96GD4HumansPredicted (SEA)315.367
Serine/threonine-protein kinase pim-1 structureClick to view 3D structureSerine/threonine-protein kinase pim-1P11309HumansPredicted (SEA)290.3
Dual specificity protein kinase CLK4 structureClick to view 3D structureDual specificity protein kinase CLK4Q9HAZ1HumansPredicted (SEA)227.709
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)492.163
cAMP-dependent protein kinase catalytic subunit alpha structureClick to view 3D structurecAMP-dependent protein kinase catalytic subunit alphaP17612HumansPredicted (SEA)308.984
Mitogen-activated protein kinase kinase kinase kinase 4 structureClick to view 3D structureMitogen-activated protein kinase kinase kinase kinase 4O95819HumansPredicted (SEA)319.26
Concentrations
Not Available
External Links
DrugBank IDDB00939
HMDB IDHMDB0015074
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMeclofenamic_acid
Chemspider ID3897
ChEBI ID6710
PubChem Compound ID4037
Kegg Compound IDC07117
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15598972
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16986603
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17348907
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=1810521
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19279153
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21660425
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23534549
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23567745
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23584353
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=322627
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=7349327